C75
- Product Name
- C75
- CAS No.
- 191282-48-1
- Chemical Name
- C75
- Synonyms
- C75;C75 (trans);C75 (racemic);C 75 trC-75 trans-racemic;4-METHYLENE-2-OCTYL-5-OXOTETRAHYDROFURAN-3-CARBOXYLIC ACID;TETRAHYDRO-4-METHYLENE-2-OCTYL-5-OXO-3-FURANCARBOXYLIC ACID;(2R,3S)-4-METHYLIDENE-5-OXO-2-N-OCTYL-OXOLANE-3-CARBOXYLIC ACID;trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid;trans-Tetrahydro-4-Methylene-2-octyl-5-oxo-3-furancarboxylic Acid;(2S,3R)-4-methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid
- CBNumber
- CB9114164
- Molecular Formula
- C14H22O4
- Formula Weight
- 254.32
- MOL File
- 191282-48-1.mol
C75 Property
- Boiling point:
- 432.1±45.0 °C(Predicted)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: 18 mg/mL
- form
- solid
- pka
- 3.08±0.40(Predicted)
- color
- off-white
Safety
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 10005270
- Product name
- (±)-C75
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 10005270
- Product name
- (±)-C75
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $118
- Updated
- 2024/03/01
- Product number
- 10005270
- Product name
- (±)-C75
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $172
- Updated
- 2024/03/01
- Product number
- 021558
- Product name
- trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid
- Packaging
- 5mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- T293960
- Product name
- trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylicAcid
- Packaging
- 50mg
- Price
- $1320
- Updated
- 2021/12/16
C75 Chemical Properties,Usage,Production
Uses
trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid is a well-known fatty acid synthase (FAS) inhibitor. Studies show that trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid is a cell cycle arrest inducer in hepatocellular carcinoma (HCC) cell lines. It has also been shown to blocks resistin-induced increases in lipid accumulation by human macrophages.
Definition
ChEBI: (2R,3S)-C75 is a 4-methylidene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid that has 2R,3S-configuration. It is an enantiomer of a (2S,3R)-C75.
Biological Activity
c 75 is an inhibitor of fatty acid synthase [1].fatty acid synthase (fas) is a multi-enzyme protein that catalyzes fatty acid synthesis. its main function is to catalyze the synthesis of palmitate from acetyl-coa and malonyl-coa. fas is a target for anticancer drug [1].in human breast cancer cells, c 75 reacted preferentially with fas and inhibited fas. the antitumor activity of c 75 is likely mediated by its inhibition of fas [1]. in primary cortical neurons, c 75 inhibited fas activity and increased the activity of carnitine palmitoyltransferase-1 (cpt-1) and fatty acid oxidation, which suggested that c 75 might influence cellular energy balance through regulation of these metabolic pathways. also, c 75 altered neuronal atp levels in a biphasic manner (decreasing initially, followed by a prolonged increase above control levels). the amp-activated protein kinase (ampk) activity was also influenced by c 75 [2]. in human melanoma a-375 cells, c 75 inhibited cell growth through activation of caspase-dependent apoptosis [3].in diet induced obese (dio) mice, chronic c 75 treatment reduced food intake and increased energy expenditure due to increased fatty acid oxidation. c 75 significantly reduced adipose tissue. the reduced food intake was accompanied by an increase in amphetamine and cocaine-related transcript expression [4].
storage
Store at +4°C
References
[1]. kuhajda fp, pizer es, li jn, et al. synthesis and antitumor activity of an inhibitor of fatty acid synthase. proc natl acad sci u s a, 2000, 97(7): 3450-3454.
[2]. landree le, hanlon al, strong dw, et al. c75, a fatty acid synthase inhibitor, modulates amp-activated protein kinase to alter neuronal energy metabolism. j biol chem, 2004, 279(5): 3817-3827.
[3]. ho ts, ho yp, wong wy, et al. fatty acid synthase inhibitors cerulenin and c75 retard growth and induce caspase-dependent apoptosis in human melanoma a-375 cells. biomed pharmacother, 2007, 61(9): 578-587.
[4]. thupari jn, kim ek, moran th, et al. chronic c75 treatment of diet-induced obese mice increases fat oxidation and reduces food intake to reduce adipose mass. am j physiol endocrinol metab, 2004, 287(1): e97-e104.
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